The 6 Most Comfortable Black Boots That Are Also Extremely Stylish
Why is the one thing we all want so impossible to find?
by The Candidly Team
Comfortable boots that are also supremely gorgeous are, how do you say? Ah yes. A nightmare. Just a total nightmare.
The heel is wrong. The quality is bad. They feel comfortable the first day but then our legs feel like they’re being broken in half on day two. The zipper is dumb. The toe is too narrow.
There are so many ways black boots can fail us. And so we have made it our mission to round up our favorites, with varying price points, so you can just have this article be the last article you ever have to read again about stupid black boots.
They all come in black (of course) but we maaaay have some of them in other colors because you cannot imagine how exciting it feels to wear a boot that is not black.
Which is probably another article for another time.
So here they are. In no order (except they sort of are in order)—our favorite black boots of all time that are both wildly comfortable and impossibly chic.
1. Beek Catbird
We just said there is no order but there’s a reason we have these first. And it’s because they are PROFOUNDLY comfortable. Like, insanely so. The first minute we slipped them on they felt as though they were broken in from months of wear. These are the heeled boots for people who really and truly cannot handle any incline from heels and refuse to deal with even a whisper of foot pain. The leather is like butter, they’re supremely easy to slip on and off, and perhaps most excitingly, because they have a natural-colored heel, they go with every color outfit you could possibly dream up. Perhaps not navy. But everything else. They are also officially the greatest Boot For Jeans™ we’ve ever worn.
Pros: Everything
Cons: Pricey
Price: $395
Use the code CANDIDLY10 to get 10% off.
2. Vivaia Alexandra Pointed-Toe Ankle Heel Boots
Although these read as a fancier boot because of the thin, kitten heel, there is zero comfort sacrificed. We actually wrote about the tall version (which has AMPLE calf room) HERE, though they seem to be nearly sold out every time we check (because they’re so superb) but we love this short bootie version just as much. They have Chinese mugwort in the soles, which is known for its pain-relieving properties. Do we buy it? We have no idea. But we do know we can wear these boots all day, pounding pavement, and we never, ever think about our feet. Never. Sooooo.
Pros: Chic, mega comfort
Cons: Never in stock
Price: $159
3. Inez Paz 90 stretch
These boots are shockingly unassuming. But for a 3 1/2 inch heel, nothing comes even close to this level of comfort. The entire upper is made of a soft, stretchy suede, and the toe box is slightly tapered but still roomy (they call this style a “snip,” who knew?) so if you can’t really do a full point but you don’t want something clunky and boxy, this is your boot. The price feels extreme but once we wore them for many days in a row we understood. We love that they come in a slightly lower heel, and they also have a “roomy” width for any of our fellow paddle-footed gals.
Pros: Amazing stretch, lots of fit and height options
Cons: Pricey, only avail in suede
Price: $348
Use the code CANDIDLY15 to get 15% off.
4. Nisolo Dari Commuter Boot
These boots are sort of a wildcard. Some of us bought them instantly in all 3 colors we loved them so much. Others had to have them professionally softened where they hit the shin because the leather was too hard. But we have all agreed that these are our most worn boots … in the almond color. We have never gotten more compliments while wearing a pair of boots, and while most “brown” boots are sort of blah and forgettable, the rich camel color has quickly become our favorite color—it makes jeans look smarter, white look brighter, it just overall sort of pulls together an outfit in a way that black never can. Yes, this is a list of the best black boots, and they do come in black, but we just wanted an excuse to write about them because they’re just that good. They also come in a third, exciting color which we will let be revealed by your click. It will scare you at first, and then, it might just change your life. Oh, and the price is spectacular.
Pros: Amazing in every way, perfect heel height, magically perfect with everything in your closet, most flattering neutral color, insane price
Cons: Leather can be hard at first
Price: $89
Use the code CANDIDLY20 to get 20% off.
5. MadewellThe Dimes Stiletto-Heel Ankle Boot
These are perhaps the boots we would show aliens if they came down and asked to see the perfect, quintessential black boot. The heel is unbelievably comfortable and curiously, looks high, while feeling low. It comes in various fabrics and finishes, and while we do own the black, we have our eye on the leopard. It also comes in an even lower heel if the word “stiletto” frightens you.
Pros: The heel feels like literally no heel at all, the most fashiony
Cons: Often out of stock
Price: $196
6. Dolce Vita Fahari H2O Booties
These are the narrow-footed gal’s dream boot. The block heel makes them a dream to walk in all day, and the slight western look gives them more oomph in the chicness department, and, blessedly, they’re water resistant—even the colors that come in suede! We actually got them in the army green color. Which again, we know this is a black boot round up, and they do come in black leather, but aren’t you also sort of sick of only wearing black boots?
Pros: Waterproof, gloriously affordable
Cons: Not our favorite aesthetic zipper that’s ever been made
Price: $90
At The Candidly, we try a lot of stuff so you don’t have to. We only recommend things we truly love, and that we think you’ll love, too. All products are chosen independently by our creative team, and all details reflect the price and availability of products at the time of publication. If you buy something we link to, The Candidly may earn a commission.
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